7511-68-4Relevant articles and documents
Deoxygenation of tertiary and secondary alcohols with sodium borohydride, trimethylsilyl chloride, and potassium iodide in acetonitrile
Kato, Yuichi,Inoue, Tomoka,Furuyama, Yuuki,Ohgane, Kenji,Sadaie, Mahito,Kuramochi, Kouji
supporting information, (2021/11/16)
The deoxygenation of tertiary and secondary alcohols to give the corresponding alkanes is conventionally performed using an organosilane and a strong acid. In this study, a deoxygenation method was developed for tertiary and secondary alcohols, using trimethylsilane and trimethylsilyl iodide generated in situ from sodium borohydride and trimethylsilyl chloride, and trimethylsilyl chloride and potassium iodide, respectively. With our method, tertiary and secondary alcohols, which provided stable carbocations, were converted into the corresponding alkanes. This paper also presents the optimization of the reaction conditions, the reaction mechanism, as well as the scope and limitations of the method.
How to Manipulate Through-Space Conjugation and Clusteroluminescence of Simple AIEgens with Isolated Phenyl Rings
Hu, Lianrui,Lam, Jacky W. Y.,Li, Xingguang,Liu, Junkai,Sung, Herman H. Y.,Tang, Ben Zhong,Wang, Haoran,Wang, Zhaoyu,Williams, Ian D.,Zeng, Zebing,Zhang, Haoke,Zhang, Jianyu,Zhang, Kaihua
supporting information, p. 9565 - 9574 (2021/07/01)
Apart from the traditional through-bond conjugation (TBC), through-space conjugation (TSC) is gradually proved as another important interaction in photophysical processes, especially for the recent observation of clusteroluminescence from nonconjugated mo
Mechanism of hydride transfer reaction from β-substituted carbanions to a carbocation
Liu, Fengrui,Yan, Shengyi,Zhu, Xiaoqing
, p. 1125 - 1127 (2014/07/22)
Mechanism of hydride transfer reactions to form olefins is still a conundrum. Here, we propose an electron transfer (ET) followed by hydrogen atom transfer (HT) as the most likely mechanism for hydride transfer reactions from the hydride adducts of olefins (G-XH-) to a carbocation (T+) in acetonitrile. This is confirmed by the analysis of the energetics of each mechanistic step, estimated from ΔHH - (the hydride affinity) and redox potentials of the related species, and activation energetics calculated from rate constants of the hydride transfer from G-XH- to T+.